phenoxyphenylsilane | 54604-51-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: phenoxyphenylsilane
• 英文别名: Phenoxy(phenyl)silane；phenoxy(phenyl)silane
• CAS: 54604-51-2
• 化学式: C₁₂H₁₂OSi
• 分子量: 200.312
• InChiKey: QBDNNWJCTQXCFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯硅烷 、 苯甲醛 在 [(2,6-bis(di-tert-butylphosphinito)pyridine(+1H))NiCl]Cl 作用下， 以 氘代苯 为溶剂， 反应 48.0h， 生成 phenoxyphenylsilane 、 Phenyl-diphenoxy-silan 、 三苯氧基(苯基)硅烷
  参考文献：
  名称：

  Synthesis and Reactivity of New Ni, Pd, and Pt 2,6-Bis(di-tert-butylphosphinito)pyridine Pincer Complexes

  摘要：

  Synthesis and characterization of new (PONOP) [2,6-bis(di-tert-butylphosphinito)pyridine] metal (Ni, Pd, Pt) complexes are reported. Surprisingly, these compounds [(PONOP)-MCl]Cl in the presence of 1 equiv of superhydride (LiEt3BH) formed a new class of complexes (H-PONOP)MCl, in which the pyridine ring in the PONOP ligand lost its aromaticity as a result of hydride attack at the para position of the ring. The new Ni-H compound [(H-PONOP)NiH] was synthesized by reacting (H-PONOP)NiCl with 1 equiv of superhydride. Analogous Pd and Pt compounds were prepared. Reactivity of these new pincer complexes toward MeLi and PhLi also has been studied. These Ni complexes catalyzed the hydrosilylation of aldehyde. In some cases characterization of new (PONOP)M complexes was difficult because of high instability due to degradation of the P-O bond.

  DOI：

  10.1021/ic201102v

文献信息

• Anti-Markovnikov terminal and <i>gem</i>-olefin hydrosilylation using a κ⁴-diimine nickel catalyst: selectivity for alkene hydrosilylation over ether C–O bond cleavage
  作者：Christopher L. Rock、Ryan J. Trovitch

  DOI：10.1039/c8dt04608e

  日期：——

  found to catalyze alkene hydrosilylation in the presence of Ph2SiH2 with turnover frequencies of up to 124 h−1 at 25 °C (990 h−1 at 60 °C). Moreover, the selective hydrosilylation of allylic and vinylic ethers has been demonstrated, even though (Ph2PPrDI)Ni is known to catalyze allyl ester C–O bond hydrosilylation. At 70 °C, this catalyst has been found to mediate the hydrosilylation of ten different

  已发现，在25°C（990 h时，Ph 2 SiH 2存在下，膦取代的α-二亚胺Ni前体（Ph 2 PPr DI）Ni可以催化烯烃氢化硅烷化，其转换频率高达124 h -1 -1在60°C时）。此外，即使已知（Ph 2 PPr DI）Ni可以催化烯丙基酯C–O键的氢化硅烷化反应，也证明了烯丙基和乙烯基醚的选择性氢化硅烷化反应。在70°C下，已发现该催化剂可介导十种不同宝石的氢化硅烷化-烯烃，在纯净条件下的营业额高达740。先前和当前的机械观察结果表明，在膦供体解离后，烯烃的氢化硅烷化是通过Chalk-Harrod机理进行的。
• Two Faces of the Bi−O Bond: Photochemically <i>and</i> Thermally Induced Dehydrocoupling for Si−O Bond Formation
  作者：Jacqueline Ramler、Johannes Schwarzmann、Andreas Stoy、Crispin Lichtenberg

  DOI：10.1002/ejic.202100934

  日期：2022.3.9

  A bismuth(III) compound with a reactive (aryl)2Bi−OPh functional group has been synthesized, isolated, and characterized. It has been investigated as a catalyst using the dehydrocoupling of silanes with alcohols or TEMPO as model reactions. In contrast to bismuth compounds with (aryl)2Bi−EPh functional groups (E=S, Se, Te), it shows catalytic activity in thermally- and photochemically-initiated transformations

  合成、分离并表征了具有反应性（芳基） 2 Bi-OPh 官能团的铋（III）化合物。已使用硅烷与醇或 TEMPO 的脱氢偶联作为模型反应，对其作为催化剂进行了研究。与具有（芳基） 2 Bi−EPh 官能团（E=S、Se、Te）的铋化合物相比，它在热和光化学引发的转化中表现出催化活性，解决了不同的反应途径。
• Synthesis and Reactivity of New Ni, Pd, and Pt 2,6-Bis(di-<i>tert</i>-butylphosphinito)pyridine Pincer Complexes
  作者：Sabuj Kundu、William W. Brennessel、William D. Jones

  DOI：10.1021/ic201102v

  日期：2011.10.3

  Synthesis and characterization of new (PONOP) [2,6-bis(di-tert-butylphosphinito)pyridine] metal (Ni, Pd, Pt) complexes are reported. Surprisingly, these compounds [(PONOP)-MCl]Cl in the presence of 1 equiv of superhydride (LiEt3BH) formed a new class of complexes (H-PONOP)MCl, in which the pyridine ring in the PONOP ligand lost its aromaticity as a result of hydride attack at the para position of the ring. The new Ni-H compound [(H-PONOP)NiH] was synthesized by reacting (H-PONOP)NiCl with 1 equiv of superhydride. Analogous Pd and Pt compounds were prepared. Reactivity of these new pincer complexes toward MeLi and PhLi also has been studied. These Ni complexes catalyzed the hydrosilylation of aldehyde. In some cases characterization of new (PONOP)M complexes was difficult because of high instability due to degradation of the P-O bond.